Zabofloxacin

Last updated
Zabofloxacin
Zabofloxacin.svg
Names
Preferred IUPAC name
1-Cyclopropyl-6-fluoro-7-[(8E)-8-(methoxyimino)-2,6-diazaspiro[3.4]octan-6-yl]-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid
Other names
DW-224a
Identifiers
3D model (JSmol)
ChemSpider
PubChem CID
UNII
  • InChI=1S/C19H20FN5O4/c1-29-23-14-6-24(9-19(14)7-21-8-19)17-13(20)4-11-15(26)12(18(27)28)5-25(10-2-3-10)16(11)22-17/h4-5,10,21H,2-3,6-9H2,1H3,(H,27,28)/b23-14-
    Key: ZNPOCLHDJCAZAH-UCQKPKSFSA-N
  • InChI=1/C19H20FN5O4/c1-29-23-14-6-24(9-19(14)7-21-8-19)17-13(20)4-11-15(26)12(18(27)28)5-25(10-2-3-10)16(11)22-17/h4-5,10,21H,2-3,6-9H2,1H3,(H,27,28)/b23-14-
    Key: ZNPOCLHDJCAZAH-UCQKPKSFBL
  • Fc1c(nc2c(c1)C(=O)C(\C(=O)O)=C/N2C3CC3)N5C\C(=N\OC)C4(CNC4)C5
Properties
C19H20FN5O4
Molar mass 401.392
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Zabofloxacin (DW-224a) is an investigational fluoroquinolone antibiotic for multidrug-resistant infections due to Gram-positive bacteria. [1] [2] [3] [4] It also has activity against Neisseria gonorrhoeae including strains that are resistant to other quinolone antibiotics. [5]

Zabofloxacin was discovered by Dong Wha Pharmaceuticals and licensed to Pacific Beach BioSciences for development. [6]

A double-blind, three-arm clinical study of the drug began in March 2010. [7]

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References

  1. ↑ HyeKyung Han; Sung Eun Kim; Kwang-Hee Shin; Cheolhee Lim; Kyoung Soo Lim; Kyung-Sang Yu; Joo-Youn Cho (October 2013). "Comparison of pharmacokinetics between new quinolone antibiotics: the zabofloxacin hydrochloride capsule and the zabofloxacin aspartate tablet". Current Medical Research and Opinion. 29 (10): 1349–1355. doi:10.1185/03007995.2013.825591. PMID   23865727. S2CID   11071210.
  2. ↑ Jong-Hwa Lee; Jung-Heun Ha; Dae-Hun Park; Dong-Rack Choi; Gye-Won Lee; Sung-Hoon Ahn & Choong-Yong Kim (2014). "Quantification Of Zabofloxacin In Rat Plasma Using Hplc-Uv Detector And Its Application To A Pharmacokinetic Study". Journal of Liquid Chromatography & Related Technologies. 37 (3): 311–320. doi:10.1080/10826076.2012.745137. S2CID   96104286.
  3. ↑ Kim EJ, Shin WH, Kim KS, Han SS (Nov 2004). "Safety pharmacology of DW-224a, a novel fluoroquinolone antibiotic agent". Drug Chem Toxicol. 27 (4): 295–307. doi:10.1081/DCT-200039708. PMID   15573468. S2CID   13284436.
  4. ↑ Park, Hee-Soo; Oh, Sang-Hun; Kim, Hye-Shin; Choi, Dong-Rack; Kwak, Jin-Hwan (2016-11-17). "Antimicrobial Activity of Zabofloxacin against Clinically Isolated Streptococcus pneumoniae". Molecules. 21 (11): 1562. doi: 10.3390/molecules21111562 . ISSN   1420-3049. PMC   6273590 . PMID   27869677.
  5. ↑ Jones RN, Biedenbach DJ, Ambrose PG, Wikler MA (2008). "Zabofloxacin (DW-224a) activity against Neisseria gonorrhoeae including quinolone-resistant strains". Diagn Microbiol Infect Dis. 62 (1): 110–112. doi:10.1016/j.diagmicrobio.2008.05.010. PMID   18620833.
  6. ↑ "Pacific Beach BioSciences and Dong Wha Pharmaceuticals Sign Exclusive License Agreement to Develop and Commercialize Zabofloxacin (PB-101, DW-224a)". GlobeNewswire. August 10, 2007. Archived from the original on March 3, 2016. Retrieved March 27, 2014.
  7. ↑ IASO Pharma Inc. (2012-05-04). "A Phase 2, Multi-Dose, Double-Blind, Double-Dummy, Active-Control, Randomized Study to Evaluate the Safety, Efficacy and Pharmacokinetic Profile of Two Dosing Regimens of Zabofloxacin for the Treatment of Community-Acquired Pneumonia of Moderate Severity". Archived from the original on 2022-11-18. Retrieved 2022-11-18.
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